Potassium Carbonate → N-(5-cyclopropyl-1H-pyrazol-3-yl)-5-ethynyl-2-(piperidin-1-yl)pyrimidin-4-amine

Participants

Reaction Steps

A mixture of N-(5-cyclopropyl-1H-pyrazol-3-yl)-2-(piperidin-1-yl)-5-((trimethylsilyl)ethynyl)pyrimidin-4-amine (101 mg, 0.27 mmol), K2CO3 (74.5 mg, 0.54 mmol, 2.0 eq) in EtOH (4 ml) was stirred at room temperature for 1 h. The mixture was filtered, the filtration was washed with water, extracted with EtOAc, dried (Na2SO4). EtOAc was removed by evaporation, the residue was recrystalized from ether to afford compound N-(5-cyclopropyl-1H-pyrazol-3-yl)-5-ethynyl-2-(piperidin-1-yl)pyrimidin-4-amine (Compound 172) (68 mg, 81.9%). MS (m/z): 309.1 [M+H]+. 1H NMR (400 MHz, DMSO-d6): δ 0.66-0.68 (m, 2H), 0.95 (d, J=6.8 Hz, 2H), 1.53 (d, J=3.6 Hz, 4H), 1.63-1.66 (m, 2H), 1.89-1.93 (m, 1H), 3.75 (t, J=5.4 Hz, 4H), 4.54 (s, 1H), 6.25 (bs, 1H), 7.94 (bs, 1H), 8.14 (s, 1H), 12.17 (bs, 1H).

Provenance & Evidence